You know, there's something comforting about going just about anywhere and having, at least, a vague idea of how the layout might be, what things look like, and where to find things.
On the other hand though, I agree with you. That same comfort makes it dissatisfying to travel at times. I live in an area of California surrounded by lots of historical smaller cities, but it's nearly pointless to travel to any of them because, aside from a few key features, they all look like the same place overall.
Don't even get me started about housing developments. Once you're lost in one of those, your best hope is to start leaving breadcrumbs.